NPASS drugs

Drug Information

Drug ID:	NPD3793
Drug Name:	Tasquinimod
Molecular Formula:	C20H17F3N2O4
Canonical SMILES:	COc1cccc2c1c(O)c(C(=O)N(c1ccc(cc1)C(F)(F)F)C)c(=O)n2C
Standard InCHI:	InChI=1S/C20H17F3N2O4/c1-24(12-9-7-11(8-10-12)20(21,22)23)18(27)16-17(26)15-13(25(2)19(16)28)5-4-6-14(15)29-3/h4-10,26H,1-3H3
Standard InCHIKey:	ONDYALNGTUAJDX-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3793

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	216
0.1-0.2	1593
0.2-0.3	8441
0.3-0.4	3955
0.4-0.5	8275
0.5-0.6	7661
0.6-0.7	703
0.7-0.8	46
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7701	NPC299582
Intermediate Similarity	0.7556	NPC127082
Intermediate Similarity	0.7487	NPC1820
Intermediate Similarity	0.7468	NPC250476
Intermediate Similarity	0.7447	NPC114039
Intermediate Similarity	0.7447	NPC206109
Intermediate Similarity	0.7407	NPC471825
Intermediate Similarity	0.7391	NPC231382
Intermediate Similarity	0.7371	NPC301163
Intermediate Similarity	0.7366	NPC262725
Intermediate Similarity	0.7321	NPC308197
Intermediate Similarity	0.732	NPC232600
Intermediate Similarity	0.7282	NPC15987
Intermediate Similarity	0.7268	NPC127178
Intermediate Similarity	0.7247	NPC204867
Intermediate Similarity	0.7232	NPC93653
Intermediate Similarity	0.7189	NPC70092
Intermediate Similarity	0.7168	NPC144691
Intermediate Similarity	0.7165	NPC100863
Intermediate Similarity	0.7165	NPC234933
Intermediate Similarity	0.7158	NPC474059
Intermediate Similarity	0.7151	NPC116096
Intermediate Similarity	0.715	NPC303214
Intermediate Similarity	0.7136	NPC198160
Intermediate Similarity	0.7136	NPC128115
Intermediate Similarity	0.712	NPC22476
Intermediate Similarity	0.712	NPC168153
Intermediate Similarity	0.712	NPC28510
Intermediate Similarity	0.7113	NPC472191
Intermediate Similarity	0.711	NPC242000
Intermediate Similarity	0.7104	NPC73280
Intermediate Similarity	0.7081	NPC9475
Intermediate Similarity	0.7068	NPC473569
Intermediate Similarity	0.705	NPC212123
Intermediate Similarity	0.7044	NPC116178
Intermediate Similarity	0.7043	NPC287152
Intermediate Similarity	0.7039	NPC320064
Intermediate Similarity	0.7035	NPC313112
Intermediate Similarity	0.7035	NPC87714
Intermediate Similarity	0.7035	NPC301292
Intermediate Similarity	0.7031	NPC203628
Intermediate Similarity	0.7026	NPC161804
Intermediate Similarity	0.701	NPC217903
Intermediate Similarity	0.701	NPC321166
Intermediate Similarity	0.7005	NPC298320
Intermediate Similarity	0.7	NPC150308
Remote Similarity	0.6995	NPC473004
Remote Similarity	0.6995	NPC295479
Remote Similarity	0.6995	NPC220241
Remote Similarity	0.699	NPC126556
Remote Similarity	0.6979	NPC174629
Remote Similarity	0.6961	NPC127996
Remote Similarity	0.6957	NPC471604
Remote Similarity	0.6935	NPC288759
Remote Similarity	0.6931	NPC100573
Remote Similarity	0.6931	NPC207873
Remote Similarity	0.6927	NPC30749
Remote Similarity	0.6919	NPC67904
Remote Similarity	0.6911	NPC33902
Remote Similarity	0.6911	NPC276674
Remote Similarity	0.689	NPC218323
Remote Similarity	0.6878	NPC119722
Remote Similarity	0.6878	NPC305542
Remote Similarity	0.6869	NPC241263
Remote Similarity	0.6866	NPC470484
Remote Similarity	0.6863	NPC25961
Remote Similarity	0.6863	NPC474366
Remote Similarity	0.685	NPC295898
Remote Similarity	0.6839	NPC477186
Remote Similarity	0.6839	NPC320088
Remote Similarity	0.6837	NPC198401
Remote Similarity	0.6828	NPC307640
Remote Similarity	0.6825	NPC5167
Remote Similarity	0.6825	NPC85613
Remote Similarity	0.6821	NPC204970
Remote Similarity	0.6816	NPC41216
Remote Similarity	0.6813	NPC199737
Remote Similarity	0.6809	NPC285941
Remote Similarity	0.6798	NPC16249
Remote Similarity	0.6798	NPC219383
Remote Similarity	0.6798	NPC184161
Remote Similarity	0.6796	NPC291359
Remote Similarity	0.6796	NPC470481
Remote Similarity	0.6796	NPC470482
Remote Similarity	0.6794	NPC182853
Remote Similarity	0.6794	NPC134702
Remote Similarity	0.6793	NPC19555
Remote Similarity	0.6782	NPC475147
Remote Similarity	0.6778	NPC10730
Remote Similarity	0.6778	NPC10875
Remote Similarity	0.6777	NPC7560
Remote Similarity	0.6777	NPC329830
Remote Similarity	0.6771	NPC473007
Remote Similarity	0.6757	NPC33507
Remote Similarity	0.6751	NPC230313
Remote Similarity	0.6745	NPC148124
Remote Similarity	0.6734	NPC17677
Remote Similarity	0.6733	NPC473460
Remote Similarity	0.6731	NPC148391
Remote Similarity	0.6731	NPC176113
Remote Similarity	0.6718	NPC5630
Remote Similarity	0.6718	NPC473008
Remote Similarity	0.6716	NPC308943
Remote Similarity	0.6705	NPC9373
Remote Similarity	0.6702	NPC190461
Remote Similarity	0.6701	NPC470485
Remote Similarity	0.67	NPC133156
Remote Similarity	0.67	NPC268077
Remote Similarity	0.6698	NPC99724
Remote Similarity	0.6698	NPC118189
Remote Similarity	0.6698	NPC13249
Remote Similarity	0.6685	NPC139506
Remote Similarity	0.6685	NPC315257
Remote Similarity	0.6685	NPC292143
Remote Similarity	0.6684	NPC471648
Remote Similarity	0.6684	NPC470483
Remote Similarity	0.6683	NPC330683
Remote Similarity	0.6683	NPC329567
Remote Similarity	0.6683	NPC114468
Remote Similarity	0.6683	NPC90185
Remote Similarity	0.6682	NPC473449
Remote Similarity	0.6682	NPC115588
Remote Similarity	0.6667	NPC138365
Remote Similarity	0.6667	NPC243626
Remote Similarity	0.6667	NPC138830
Remote Similarity	0.6667	NPC477161
Remote Similarity	0.6651	NPC318525
Remote Similarity	0.6651	NPC10653
Remote Similarity	0.6651	NPC2905
Remote Similarity	0.6651	NPC285254
Remote Similarity	0.665	NPC71124
Remote Similarity	0.665	NPC174672
Remote Similarity	0.665	NPC475133
Remote Similarity	0.6649	NPC39822
Remote Similarity	0.6648	NPC469428
Remote Similarity	0.6647	NPC266425
Remote Similarity	0.6647	NPC204156
Remote Similarity	0.6633	NPC45389
Remote Similarity	0.6633	NPC170333
Remote Similarity	0.6633	NPC474904
Remote Similarity	0.6632	NPC62069
Remote Similarity	0.663	NPC191863
Remote Similarity	0.663	NPC133470
Remote Similarity	0.663	NPC289776
Remote Similarity	0.662	NPC76478
Remote Similarity	0.662	NPC248903
Remote Similarity	0.6618	NPC269449
Remote Similarity	0.6616	NPC254957
Remote Similarity	0.6615	NPC270301
Remote Similarity	0.6615	NPC288305
Remote Similarity	0.6613	NPC471652
Remote Similarity	0.6608	NPC29650
Remote Similarity	0.6604	NPC288110
Remote Similarity	0.6604	NPC222046
Remote Similarity	0.6603	NPC268223
Remote Similarity	0.66	NPC243834
Remote Similarity	0.66	NPC70956
Remote Similarity	0.6599	NPC475411
Remote Similarity	0.6597	NPC472331
Remote Similarity	0.6597	NPC126515
Remote Similarity	0.6597	NPC274002
Remote Similarity	0.6596	NPC112336
Remote Similarity	0.6596	NPC474814
Remote Similarity	0.6587	NPC218303
Remote Similarity	0.6577	NPC151171
Remote Similarity	0.6574	NPC26928
Remote Similarity	0.6571	NPC189661
Remote Similarity	0.657	NPC471561
Remote Similarity	0.657	NPC477160
Remote Similarity	0.6569	NPC207971
Remote Similarity	0.6559	NPC24954
Remote Similarity	0.6559	NPC70172
Remote Similarity	0.6557	NPC77777
Remote Similarity	0.6557	NPC303658
Remote Similarity	0.6555	NPC159815
Remote Similarity	0.6553	NPC478075
Remote Similarity	0.6552	NPC471489
Remote Similarity	0.655	NPC184437
Remote Similarity	0.655	NPC162653
Remote Similarity	0.6545	NPC283152
Remote Similarity	0.6545	NPC477187
Remote Similarity	0.6543	NPC257354
Remote Similarity	0.6537	NPC473422
Remote Similarity	0.6537	NPC14339
Remote Similarity	0.6535	NPC5374
Remote Similarity	0.6533	NPC78284
Remote Similarity	0.6531	NPC21425
Remote Similarity	0.6528	NPC122886
Remote Similarity	0.6526	NPC219397
Remote Similarity	0.6524	NPC473006
Remote Similarity	0.652	NPC291535
Remote Similarity	0.652	NPC475112
Remote Similarity	0.652	NPC473005
Remote Similarity	0.652	NPC475085
Remote Similarity	0.6514	NPC194740
Remote Similarity	0.6513	NPC249405
Remote Similarity	0.6508	NPC318183
Remote Similarity	0.6497	NPC260601
Remote Similarity	0.6495	NPC314659
Remote Similarity	0.6493	NPC298449

Drug Structure

NPD3793 OpenBabel08211704332D 30 32 0 0 0 0 0 0 0 0999 V2000 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 4.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 4.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 25 1 0 0 0 0 3 29 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 13 1 0 0 0 0 6 14 2 0 0 0 0 7 9 1 0 0 0 0 7 11 2 0 0 0 0 8 10 2 0 0 0 0 8 11 1 0 0 0 0 9 12 2 0 0 0 0 10 12 1 0 0 0 0 11 20 1 0 0 0 0 12 24 1 0 0 0 0 13 15 2 0 0 0 0 13 25 1 0 0 0 0 14 15 1 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 26 1 0 0 0 0 18 24 1 0 0 0 0 18 27 2 0 0 0 0 19 25 1 0 0 0 0 19 28 2 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002078
DrugBank	DB05861
ChEMBL	CHEMBL2107784
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54682876
ChEBI
CAS Number	254964-60-8

Drug Properties

Molecular Weight	406.11
ALogP	-0.3096
MLogP	2.67
XLogP	4.588
HDA	5
HBD	1
Rotatable Bonds	12
TPSA	70.08
RO5 Violation	0